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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859059Generated: October 30, 2026

Sodium Carbonate → HCID 58759725, compound

https://huagongshe.com/reaction/859059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantHCID 21865124HCID 21865124—
CatalystHCID 178418476HCID 178418476—
SolventDimethoxyethane ethanol waterHCID 86587095—
ProductHCID 58759725HCID 58759725—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-(6-iodo-pyrimidin-4-yloxy)-benzothiazol-2-ylamine, (Example 129(b)), (200 mg, 0.54 mmol), 1,1-dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (200 mg, 0.65 mmol, prepared according Eastwood, P. R. Tetrahedron Lett. 2000, 41, 3705–3708), PdCl2(PPh3)2 (38 mg, 0.050 mmol, Aldrich), and Na2CO3 (86 mg, 0.81 mmol) in DME/EtOH/H2O (2:1:2, 2.0 mL) was stirred and heated by microwave synthesizer at 120° C. for 15 min. The reaction mixture was concentrated in vacuum to dryness. Purification by silica gel chromatography (gradient: 0% to 5.0% MeOH/CH2Cl2) provided the title compound as a light-yellow solid. Mp: 188° C. (decomp.). MS (ESI, pos. ion) m/z: 426 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148221B2
Source datasetuspto-grants-2006_12
ORD IDord-5c59d5b3b00a482895c066831bfa291b
Source noteuspto-grants-2006_12